Port Penn Vacation Rentals

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Our top choices for Port Penn vacation rentals

Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment
Elkton
9.8 out of 10, Exceptional, (40 reviews)
"The accommodation description is good; the actual accommodations are great, better than expected, truly a quiet country getaway with many unexpected extras. Deciding to stay here was great decision. It's done right."
United States
John L.
$105 nightly
The price is $111
Feb 9 - Feb 10
Total with taxes and fees
Country Get Away 1 Bedroom Apartment

Entire place with private parking

Entire place with private parking
Hilltop
7.6 out of 10, Good, (10 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
$143 nightly
The price is $147
Feb 3 - Feb 4
Total with taxes and fees
Entire place with private parking

Cozy loft above ink shop

Cozy loft above ink shop
Bear
9.8 out of 10, Exceptional, (7 reviews)
"Cozy little place to stay that was fully stocked for a fair price compared to others in the area. Plenty of parking and quiet even with the tattoo shop below. The only thing that I would like to have had is a light on the front porch but I used my flashlight on my phone so it wasn’t too bad. I would definitely stay again."
United States
Krystle M.
$103 nightly
The price is $107
Feb 9 - Feb 10
Total with taxes and fees
Cozy loft above ink shop

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "
United States
Benay N.
$263 nightly
The price is $279
Feb 3 - Feb 4
Total with taxes and fees
Historic Chesapeake City Stay

New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (23 reviews)
"This home was perfect! It was beautifully maintained, large rooms and equipped with everything needed during our our stay. Lisa was responsive, attentive and available for all of our questions and requests. We would definitely return to this property if we are in the Wilmington area. "
United States
Lori A.
$170 nightly
The price is $175
Feb 3 - Feb 4
Total with taxes and fees
New Construction townhome close to everything downtown w/transparent pricing

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
Trolley Square
7.6 out of 10, Good, (4 reviews)
"This unit is very much as depicted in photos on VRBO site. The neighborhood is interesting and feels safe, and the unit itself is very authentic to residential multi units built, I'm guessing, about 100 years ago. We recommend this place. "
United States
Thomas D.
$348 nightly
The price is $379
Feb 3 - Feb 4
Total with taxes and fees
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

Heated Pool • Private Backyard • Home Theater

Heated Pool • Private Backyard • Home Theater
Middletown
$453 nightly
The price is $483
Feb 3 - Feb 4
Total with taxes and fees
Heated Pool • Private Backyard • Home Theater

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Wilmington
8.8 out of 10, Excellent, (19 reviews)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
$171 nightly
The price is $175
Feb 15 - Feb 16
Total with taxes and fees
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
9.2 out of 10, Wonderful, (9 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
$347 nightly
The price is $355
Feb 3 - Feb 4
Total with taxes and fees
Amazing Modern house with a full kitchen and parking

Trolley Teacup Charming Cozy Studio by RedAwning

Trolley Teacup Charming Cozy Studio by RedAwning
Trolley Square
6.0 out of 10, (1 review)
"I'll say up front that I should have looked closer at the listing. We were trying to be close to family. So, location sold us on it. Pros: This property is in a good location/quiet street. The unit itself was clean. The double bed was comfortable The communication/check-in/etc. were all ok. Cons: On-street parking is challenging. The property is in an old building and it shows. The unit has been painted, but it still felt very run-down. Common/Entry hallway smelled of tobacco ... "
United States
James S.
$270 nightly
The price is $294
Feb 3 - Feb 4
Total with taxes and fees
Trolley Teacup Charming Cozy Studio by RedAwning

Two-story condo in luxury townhouse. Free parking.

Two-story condo in luxury townhouse. Free parking.
Downtown Wilmington
9.6 out of 10, Exceptional, (18 reviews)
"This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!"
United States
Shelly S.
$350 nightly
The price is $360
Feb 3 - Feb 4
Total with taxes and fees
Two-story condo in luxury townhouse. Free parking.

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$324 nightly
The price is $343
Feb 3 - Feb 4
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.6 out of 10, Exceptional, (5 reviews)
"Enjoyed our stay."
United States
Erik H.
$351 nightly
The price is $351
Feb 3 - Feb 4
Total with taxes and fees
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (21 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
$325 nightly
The price is $333
Feb 11 - Feb 12
Total with taxes and fees
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

JVA LUXURY HOUSING

JVA LUXURY HOUSING
Smyrna
10.0 out of 10, Exceptional, (1 review)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
$571 nightly
The price is $589
Feb 9 - Feb 10
Total with taxes and fees
JVA LUXURY HOUSING

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Newark
$213 nightly
The price is $233
Feb 8 - Feb 9
Total with taxes and fees
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
$255 nightly
The price is $270
Feb 8 - Feb 9
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

High tech 1BR Condo with Basement Lounge

High tech 1BR Condo with Basement Lounge
Downtown Wilmington
$263 nightly
The price is $269
Feb 3 - Feb 4
Total with taxes and fees
High tech 1BR Condo with Basement Lounge

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Chesapeake City
9.4 out of 10, Exceptional, (3 reviews)
"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "
United States
Wayne
$305 nightly
The price is $323
Mar 1 - Mar 2
Total with taxes and fees
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Pennsville Township
$286 nightly
The price is $315
Feb 3 - Feb 4
Total with taxes and fees
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Port Penn Hotel Reviews

Find out more about Port Penn

Everything you need to know about Port Penn vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port Penn vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Penn vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Penn vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Penn. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Port Penn in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Port Penn rentals

At Expedia, we put the best Port Penn vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Port Penn rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Penn vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Penn. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Port Penn?

Yes, we give you a choice of vacation rentals close to top sights in Port Penn, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Port Penn?

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington: Visitors like this Port Penn vacation home rental. It offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Port Penn?

While exploring the area, visit family-friendly sights like Bowlerama, or get outside and enjoy nature at Chespeake & Delaware Branch Canal. Fort DuPont State Park and Fort Delaware State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Port Penn?

Vacation rentals are private accommodations you can stay in for a couple days or more in Port Penn. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip.